Formal Total Synthesis of (+/-)-Lycojaponicumin C

Formal Total Synthesis of (+/-)-Lycojaponicumin C
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(/-)-番茄素C的正式全合成

DOI:
10.1021/acs.orglett.7b01154
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发表时间:
2017
期刊:
影响因子:
5.2
通讯作者:
Yang Zhen
Yang Zhen
中科院分区:
化学1区
文献类型:
--
作者:
Zheng Nan;Zhang Lijie;Gong Jianxian;Yang Zhen

文献摘要

相似文献

(±)-石蒜素C的正式全合成已经完成。关键的转化包括铑催化的形式[3 + 2]环加成反应,构建带有两个相邻的季碳中心的双环[3.3.0]支架;立体选择性γ-羟基导向的Michael加成反应,将乙烯基引入较大的位置;以及后期闭合环的复分解反应,形成环己酮环。
The formal total synthesis of (±)-lycojaponicumin C has been accomplished. Key transformations include a Rh-catalyzed formal [3 + 2] cycloaddition reaction to construct the bicyclic [3.3.0] scaffold bearing two vicinal quaternary carbon centers, a stereoselective γ-hydroxyl directed Michael addition to introduce the vinyl group at a bulky position, and a late-stage ring-closing metathesis reaction to form the cyclohexanone ring.